Complete assignments of 1H and 13C NMR data for trypanocidal eremantholide C oxide derivatives

被引：8

作者：

Saude-Guimaraes, Denia A. ^{[1
]}

Perry, Katia S. P. ^{[2
]}

Raslan, Dio S. ^{[3
]}

Chiari, Egler ^{[4
]}

Barrero, Alejandro F. ^{[5
]}

Oltra, Juan E. ^{[5
]}

机构：

[1] Univ Fed Ouro Preto, Escola Farm, DEFAR, LAPLAMED, BR-35400000 Ouro Preto, MG, Brazil

[2] Ctr Desenvolvimento Tecnol Nucl, Comissao Nacl Energy Nucl, BR-30123970 Belo Horizonte, MG, Brazil

[3] Univ Fed Minas Gerais, Dept Quim, Pampulha, MG, Brazil

[4] Univ Fed Minas Gerais, Dept Parasitol, Pampulha, MG, Brazil

[5] Univ Granada, Fac Ciencias, Inst Biotechnol, Dept Quim Organ, E-18071 Granada, Spain

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 2007年 / 45卷 / 12期

关键词：

NMR; H-1; C-13; 2D NMR; eremantholide C; Lychnophora trichocarpha; sesquiterpene lactone; eremantholide C derivatives; trypanocidal activity;

D O I：

10.1002/mrc.2093

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The chemical transformations of eremantholide C (1), a trypanocidal sesquiterpene lactone isolated from Lychnophora trichocarpha Spreng., gave five new oxide derivatives: 3-hydroxyeremantholide C (2), l'-formyleremantholide C (3), 1'-carboxyeremantholide C (4), 1'-carbomethoxyeremantholide C (5) and sodium V-carboxylate of eremantholide C (6). The H-1 and C-13 NMR data of all these derivatives were assigned based on 1D and 2D techniques. The derivatives were evaluated against Y and CL strains of Trypanosoma cruzi. All of them were inactive against the Y strain. Compounds 2 and 5 displayed 100% activity on the CL strain while compounds 4 and 6 were partially active on the CL strain. Copyright (c) 2007 John Wiley & Sons, Ltd.

引用

页码：1084 / 1087

页数：4

共 8 条

[1]

[Anonymous], J CHEM SOC PERKIN T, DOI DOI 10.1039/P19780001572

[2]

BALKRISHNA SB, 1981, TETRAHEDRON, V37, P2091

[3] OXIDATION OF ALPHA,BETA-UNSATURATED ESTERS AND LACTONES WITH SELENIUM DIOXIDE TO GAMMA-OXO OR GAMMA-HYDROXY DERIVATIVES - SYNTHESIS OF (+/-)-A 26771-B AND NORPYRENOPHORIN [J].

BESTMANN, HJ ;

SCHOBERT, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (09) :791-792

[4]

BRUNETON J, 1995, PHARMACOGNOSY PHYTOC, P499

[5] REGIO-SPECIFIC AND STEREO-SPECIFIC ALLYLIC OXIDATION OF GERMACRANE-TYPE SESQUITERPENE LACTONES WITH SELENIUM DIOXIDE AND TERT-BUTYL HYDROPEROXIDE [J].

HARUNA, M ;

ITO, K .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (10) :483-485

[6]

OLIVEIRA AB, 1996, PHYTOTHER RES, V10, P292

[7]

PRETSCH E, 1998, TABLES SPECTRAL DATA

[8]

Saude D. A., 1998, Fitoterapia, V69, P90

← 1 →